1-Azido-3-(3-methoxyphenyl)-1-phenylpropane → 3-(3-Methoxyphenyl)-1-phenylpropylamine

HRID 278163Notes

Reaction equation

HRID 278163 reaction equation
[N:1]([CH:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=1)=[N+]=[N-]>CCO.[Pd]>[CH3:14][O:13][C:9]1[CH:8]=[C:7]([CH2:6][CH2:5][CH:4]([NH2:1])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 226271071-Azido-3-(3-methoxyphenyl)-1-phenylpropane

Product 1

HCID 226271033-(3-Methoxyphenyl)-1-phenylpropylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of the product from Step B (1.08 g, 3.7 mmol) in 30 mL of EtOH containing Pd/C (10%, 100 mg) was stirred at ambient temperature under 1 Atm. of H2 for 20 hours. The reaction mixture was filtered to provide the title product as a clear colorless oil which was sufficiently pure for use in the next step.

Workup

  1. filtrationThe reaction mixture was filtered

Sources & evidence

ORD record
ord-9d0a4ee5be92430b8bf18e32271c5dab
Source dataset
uspto-grants-2002_03
Patent number
US06358985B1

Reaction notes

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